1-CYCLOHEXYL-2-HYDROXYETHANONE synthesis

11synthesis methods

Product Name:1-CYCLOHEXYL-2-HYDROXYETHANONE
CAS Number:6004-53-1
Molecular formula:C8H14O2
Molecular Weight:142.2

50-00-0 Synthesis

50-00-0
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2043-61-0 Synthesis

2043-61-0
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6004-53-1
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Yield:6004-53-1 57%

Reaction Conditions:

with 3-(2,4,6-trimethyl-phenyl)-5,6,7,8-tetrahydro-4H-cycloheptathiazol-3-ium perchlorate;N-ethyl-N,N-diisopropylamine in tetrahydrofuran at 100; for 1 h;Inert atmosphere;Microwave irradiation;Green chemistry;

Steps:

4.2 General procedure for the microwave-assisted synthesis of hydroxymethylketones from the corresponding aldehydes

General procedure: To a solution of the aldehyde (1mmol) in dry THF (0.29 mL) in the appropriate MW vial was added paraformaldehyde (3 mmol, 90 mg), catalyst 4 (0.1 mmol, 37 mg) and diisopropylethylamine (0.2 mmol, 26 mg, 35 μL). The vial was flushed with argon and then inserted in the MW apparatus for 1 h, under stirring at 100 °C (max temperature) and at 50 Watts (max energy). After 1 h, the solvent was evaporated under reduced pressure, H₂O (15 mL) and CH₂Cl₂ (15 mL) were added to the mixture and the layers separated. The aqueous layer was extracted twice with CH₂Cl₂ (15 mL) and the combined organic layers were dried over Na₂SO₄. The solvent was evaporated under reduced pressure and the final product obtained after flash column chromatography using the appropriate eluent.

References:

Nikolaou, Aikaterini;Kokotos, George;Magrioti, Victoria [Tetrahedron,2016,vol. 72,# 47,p. 7628 - 7632]